7278+ Private Villas and Holiday Rentals in South Maui |
  1. USA
  2. Hawaii
  3. South Maui

South Maui Holiday Rentals

About Casai's Private Villas and Holiday Rentals in South Maui

Discover more than 7278 vacation rentals available in South Maui. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Maui.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Maui, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Maui. On average, places to stay near South Maui offer 743.24 ft², with nightly prices averaging US $535.

With Casai, finding and comparing holiday rentals in South Maui is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in South Maui

Type Count
Holiday Apartments 1015
Vacation Homes 868
Villas 127
Cottages 17

Use these Quick Filters to Find a Holiday Rental in South Maui

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Maui.

Weather in South Maui, HI

View the weather forecast for South Maui before booking your South Maui Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around South Maui, HI

Casai offers a large selection of top attractions around South Maui . Research things to do on your vacation before you visit South Maui.


Wailea Beach
Kamaole Beach Park 3
Makena State Park Beach
Keawakapu Beach
Kihei Town Center Shopping Center
Kamaole Beach Park
Kihei Regional Park
Kamaole Beach Park 2
Maluaka Beach
Kalama Beach Park
Little Beach
Hawaiian Islands Humpback Whale Sanctuary Visitor Center
Maui Nui Golf Club
Polo Beach
Maui Fish Pipe
La Perouse Bay
Shops at Wailea
Po'olenalena Beach
Makena Beaches
Ulua Beach Park

Other Places to Stay in South Maui, HI


Cove Park 6,566 Properties
Kamaole Beach Park 6,548 Properties
Maui Fish Pipe 6,315 Properties
Kalama Beach Park 6,234 Properties
Kamaole Beach Park 2 6,177 Properties
Makamakaole Trail 5,859 Properties
Coast Guard Beach 5,857 Properties
Maui Nui Golf Club 5,815 Properties
Kihei 1,669 Properties
Makena 390 Properties
Wailea-Makena 390 Properties
Wailea 390 Properties

Frequently Asked Questions About South Maui?

What are the top holiday rentals in South Maui?

With numerous options available in South Maui, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Maui:

How many holiday rentals have private pools in South Maui?

Discover a selection of holiday rentals with private pools near South Maui with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in South Maui are best for families?

If you're searching for a family-friendly holiday home in South Maui, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Maui:

How many Casai.nz holiday rentals are available in South Maui?

As of 2025, Casai boasts over 7278 properties listed in the South Maui area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Maui.

Nearby Neighborhood (2) 
Neighborhood Property Count
Wailea Vacation Rentals in Hawaii 390
Halama Street Vacation Rentals in Hawaii 5623

People Also Ask

There are 7278 South Maui, HI Holiday Rentals

Recently Booked Holiday Rentals in South Maui